Phase-transfer catalyzed enantioselective α-alkylation of α-acyloxymalonates: construction of chiral α-hydroxy quaternary stereogenic centers

RSC Advances ◽  
2016 ◽  
Vol 6 (81) ◽  
pp. 77427-77430 ◽  
Author(s):  
Min Woo Ha ◽  
Sujee Choi ◽  
Seek Kim ◽  
Jun Young Lee ◽  
Jae Kyun Lee ◽  
...  
Keyword(s):  
Natural Products ◽  
Efficient Method ◽  
Phase Transfer ◽  
Enantioselective Synthesis ◽  
Tertiary Alcohols ◽  
Stereogenic Centers ◽  
Quaternary Stereogenic Centers

The enantioselective synthesis of α-acyloxy-α-alkylmalonates was developed as an efficient method for producing chiral α-tertiary alcohols, which are potentially valuable intermediates in the synthesis of natural products and pharmaceuticals.

Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

2014 ◽  
Vol 12 (32) ◽  
pp. 6085-6088 ◽  
Author(s):  
Zhongkai Tang ◽  
Yan Shi ◽  
Haibin Mao ◽  
Xuebin Zhu ◽  
Weipeng Li ◽  
...  
Keyword(s):  
Efficient Method ◽  
Enantioselective Synthesis ◽  
Lewis Base ◽  
Highly Efficient ◽  
Stereogenic Centers ◽  
Quaternary Stereocenters ◽  
Quaternary Stereogenic Centers

A highly efficient method provides access to the bisoxindole structure moiety with two vicinal quaternary stereogenic centers (>99 : 1 dr, >99% ee).

scholarly journals Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)

2018 ◽  
Vol 9 (3) ◽  
pp. 546-559 ◽  
Author(s):  
Tao Jia ◽  
Peng Cao ◽  
Jian Liao
Keyword(s):  
Transition Metal ◽  
Enantioselective Synthesis ◽  
Transfer Reactions ◽  
Stereogenic Centers ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Quaternary Stereogenic Centers ◽  
Aryl Transfer

To date, enantiomerically enriched molecules containing gem(1,1)-diaryl containing tertiary or quaternary stereogenic centers have been readily accessed by transition metal-catalyzed enantioselective or stereoconvergent aryl transfer reactions.

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